5,7,4'-Trihydroxy-3,8-dimethoxy-6-c-methylflavone

Details

• Internal ID: 5a701d8a-49c8-4de8-8a6f-61669ff0e409
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 8-O-methylated flavonoids
• IUPAC Name: 5,7-dihydroxy-2-(4-hydroxyphenyl)-3,8-dimethoxy-6-methylchromen-4-one
• SMILES (Canonical): CC1=C(C2=C(C(=C1O)OC)OC(=C(C2=O)OC)C3=CC=C(C=C3)O)O
• SMILES (Isomeric): CC1=C(C2=C(C(=C1O)OC)OC(=C(C2=O)OC)C3=CC=C(C=C3)O)O
• InChI: InChI=1S/C18H16O7/c1-8-12(20)11-14(22)18(24-3)15(9-4-6-10(19)7-5-9)25-16(11)17(23-2)13(8)21/h4-7,19-21H,1-3H3
• InChI Key: JTXRXHFEXIMXBS-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₇
• Molecular Weight: 344.30 g/mol
• Exact Mass: 344.08960285 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.90
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9417	94.17%
Caco-2	+	0.7854	78.54%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6343	63.43%
OATP2B1 inhibitior	-	0.5660	56.60%
OATP1B1 inhibitior	+	0.8421	84.21%
OATP1B3 inhibitior	+	0.8767	87.67%
MATE1 inhibitior	-	0.6000	60.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5140	51.40%
P-glycoprotein inhibitior	-	0.5123	51.23%
P-glycoprotein substrate	-	0.8385	83.85%
CYP3A4 substrate	+	0.5187	51.87%
CYP2C9 substrate	-	0.6360	63.60%
CYP2D6 substrate	-	0.8410	84.10%
CYP3A4 inhibition	+	0.6154	61.54%
CYP2C9 inhibition	-	0.7484	74.84%
CYP2C19 inhibition	+	0.5640	56.40%
CYP2D6 inhibition	-	0.7310	73.10%
CYP1A2 inhibition	+	0.8610	86.10%
CYP2C8 inhibition	+	0.7167	71.67%
CYP inhibitory promiscuity	+	0.8068	80.68%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6142	61.42%
Eye corrosion	-	0.9818	98.18%
Eye irritation	+	0.7588	75.88%
Skin irritation	-	0.7187	71.87%
Skin corrosion	-	0.9573	95.73%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5934	59.34%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	+	0.5676	56.76%
skin sensitisation	-	0.9352	93.52%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.5686	56.86%
Acute Oral Toxicity (c)	III	0.5210	52.10%
Estrogen receptor binding	+	0.8377	83.77%
Androgen receptor binding	+	0.7752	77.52%
Thyroid receptor binding	+	0.6057	60.57%
Glucocorticoid receptor binding	+	0.8752	87.52%
Aromatase binding	+	0.6362	63.62%
PPAR gamma	+	0.7884	78.84%
Honey bee toxicity	-	0.9026	90.26%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.8724	87.24%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.15%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.01%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.67%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.45%	89.00%
CHEMBL2581	P07339	Cathepsin D	90.25%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.21%	95.56%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	87.98%	95.64%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.43%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.92%	99.23%
CHEMBL242	Q92731	Estrogen receptor beta	85.49%	98.35%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.95%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	81.34%	94.73%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.42%	93.65%

Plants that contains it

• Picea neoveitchii

Cross-Links

• PubChem: 52937483
• LOTUS: LTS0254649
• wikiData: Q103818702